Cheapest return flights from Chicago to San Juan in December from 164€
AirHint found the following cheapest return flights from Chicago (MDW) to San Juan (SJU)
in December 2025 (see full year ).
Return flights
06 Dec
- 10 Dec
Frontier Airlines
164 €
06 Dec
- 11 Dec
Frontier Airlines
180 €
07 Dec
- 11 Dec
Frontier Airlines
181 €
07 Dec
- 13 Dec
Frontier Airlines
191 €
11 Dec
- 15 Dec
Frontier Airlines
191 €
09 Dec
- 13 Dec
Frontier Airlines
194 €
31 Dec
- 30 Jan
Southwest Airlines
194 €
08 Dec
- 12 Dec
Frontier Airlines
205 €
12 Dec
- 15 Dec
Frontier Airlines
205 €
07 Dec
- 14 Dec
Frontier Airlines
206 €
15 Dec
- 22 Dec
Frontier Airlines
210 €
24 Dec
- 10 Jan
Frontier Airlines
257 €
23 Dec
- 12 Jan
Frontier Airlines
270 €
29 Dec
- 06 Jan
Frontier Airlines
341 €
27 Dec
- 08 Jan
Frontier Airlines
348 €
19 Dec
- 08 Jan
Frontier Airlines
350 €
15 Dec
- 05 Jan
Frontier Airlines
355 €
16 Dec
- 05 Jan
Frontier Airlines
383 €
31 Dec
- 05 Jan
Frontier Airlines
387 €
30 Dec
- 06 Jan
Frontier Airlines
388 €
Also check the deals for one-way flights from Chicago to San Juan in December .
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